Portland Hotels with an Outdoor Pool from $99

A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

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Check availability on Portland Hotels with an Outdoor Pool

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Our top choices for Portland hotels with an outdoor pool

Pimento Lodge

Long Bay

Rio Vista Resort

Port Antonio

Great Huts

Port Antonio

Private beach paradise offers 2 outdoor pools, sun loungers, and access to natural aquatic wonders at this art deco resort.

$131 nightly

Jul 10 - Jul 11

Total with taxes and fees

San San Tropez

Port Antonio

Jamaica Palace Hotel

Port Antonio

$156 nightly

Jul 14 - Jul 15

Total with taxes and fees

Goblin Hill Villas at San San

Port Antonio

Panoramic Room, 1 King Bed, Pool Access, Ocean View | View from room

All Nations Guesthouse

Port Antonio

Serene outdoor pool paradise offers both adult and children's pools where relaxation flows alongside adventure.

$85 nightly

Jul 12 - Jul 13

Total with taxes and fees

Bay View Eco Resort & Spa

Port Antonio

Serene resort features oceanfront pools, spa amenities, and pristine lounging areas for coastal escapes.

$164 nightly

Jul 12 - Jul 13

Total with taxes and fees

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Top Portland Hotel Reviews

S Hotel Kingston

8/10 Good

"The S Hotel is beautiful, with a great ambiance. The breakfast could most definitely include ackee and salt fish for FREE!!!! That’s the country’s national dish!!!! The day staff also could use more training. I was told my room wasn’t ready upon arrival 1:40pm and someone would contact me via what’s app when it’s ready. No one texted me, and I had to continuously check to see if my room was ready between 3-5pm. We were also not greeted with a welcome drink! No big deal. But, simple things matter. Overall, the night staff took care of all my needs! Promote ahead of peers!"

Sea Cliff Resort

10/10 Excellent

"The views are magnificent! The room was large, rustic, very comfortable and clean! We stayed in White Cap 1, and it was everything we wanted and more! Imagine waking up to a full ocean front view every day! The staff was wonderful. Check In with Mrs. Ricketts went smoothly! The Jamaican breakfast every morning was wonderful. They did offer American breakfast. But who goes to Jamaica to eat pancakes? We really appreciated the included breakfast as another hotel we stayed at later actually charged for Jamaican breakfast, despite saying breakfast was included. But I digress. Note, if you go, which you should, make sure you have transportation, as nothing is within walking distance! We had lunch one day, a little pricey, but delicious! All in all the hotel is definitely worth a visit!"

R Hotel Kingston

10/10 Excellent

"The room was comfortable, and we had a wonderful stay. The breakfast was exceptional, and most of the staff were friendly and helpful. Unfortunately, my goddaughter’s shoes, which we brought from the USA, went missing from our room during our stay. We reported the incident, but the shoes were never returned. This was very disappointing and left us concerned about the security of our belongings. I hope the hotel will investigate incidents like this and improve its procedures to ensure guests’ property is protected."

Geejam

8/10 Good

"Geejam was a breath of fresh air after cancelling & leaving another property in Portland early & concluding our vacation here. The staff was very kind & hospitable. We definitely enjoyed the free breakfast daily & the food was good. We had a good time at dinner as well & drinks were made well. My only gripe is the gap under the doors of the rooms, which allowed stink bugs to crawl in nightly. That has to be addressed a.s.a.p.! No one enjoys creepy crawly things in their rooms & potentially in their bed. My boyfriend's family also rented one of the villas for the week, Panorama, which was a lovely experience as a large group gathering together. Overall a good experience & if visiting Portland again, we would definitely stay at the Geejam again."

Room 1

Upfront pricing

Treat yourself

Be picky

Check availability on Portland Hotels with an Outdoor Pool

Our top choices for Portland hotels with an outdoor pool

Pimento Lodge

Rio Vista Resort

Great Huts

San San Tropez

Jamaica Palace Hotel

Goblin Hill Villas at San San

All Nations Guesthouse

Bay View Eco Resort & Spa

Cocosan Villa

Geejam

Top Portland Hotel Reviews

S Hotel Kingston

Sea Cliff Resort

ROK Hotel Kingston, Tapestry Collection by Hilton

Match Resort Hotel

R Hotel Kingston

All Nations Guesthouse

Jamaica Palace Hotel

AC Hotel by Marriott Kingston, Jamaica

Geejam

Explore a world of travel with Expedia

Hotels with an Outdoor Pool in Portland from $99

Upfront pricing

Treat yourself

Be picky

Check availability on Portland Hotels with an Outdoor Pool

Our top choices for Portland hotels with an outdoor pool

Pimento Lodge

Rio Vista Resort

Great Huts

San San Tropez

Jamaica Palace Hotel

Goblin Hill Villas at San San

All Nations Guesthouse

Bay View Eco Resort & Spa

Cocosan Villa

Geejam

Top Portland Hotel Reviews

S Hotel Kingston

Explore a world of travel with Expedia